CA2484594C - Process for the synthesis of peptides - Google Patents

Process for the synthesis of peptides Download PDF

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Publication number
CA2484594C
CA2484594C CA2484594A CA2484594A CA2484594C CA 2484594 C CA2484594 C CA 2484594C CA 2484594 A CA2484594 A CA 2484594A CA 2484594 A CA2484594 A CA 2484594A CA 2484594 C CA2484594 C CA 2484594C
Authority
CA
Canada
Prior art keywords
mpr
har
pro
asp
gly
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA2484594A
Other languages
English (en)
French (fr)
Other versions
CA2484594A1 (en
Inventor
David John Evans
Dean Steven Anthony Simpkin
Donald Alfred Wellings
Eric Atherton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Diosynth Biotechnologies UK Ltd
Original Assignee
Fujifilm Diosynth Biotechnologies UK Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GB0210184A external-priority patent/GB0210184D0/en
Priority claimed from GB0210185A external-priority patent/GB0210185D0/en
Priority claimed from GBGB0210183.0A external-priority patent/GB0210183D0/en
Application filed by Fujifilm Diosynth Biotechnologies UK Ltd filed Critical Fujifilm Diosynth Biotechnologies UK Ltd
Publication of CA2484594A1 publication Critical patent/CA2484594A1/en
Application granted granted Critical
Publication of CA2484594C publication Critical patent/CA2484594C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/003—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by transforming the C-terminal amino acid to amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/745—Blood coagulation or fibrinolysis factors
    • C07K14/75—Fibrinogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/04—Linear peptides containing only normal peptide links
    • C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/18—Fluorenes; Hydrogenated fluorenes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Analytical Chemistry (AREA)
  • Hematology (AREA)
  • Toxicology (AREA)
  • Zoology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
CA2484594A 2002-05-03 2003-05-02 Process for the synthesis of peptides Expired - Fee Related CA2484594C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
GB0210184A GB0210184D0 (en) 2002-05-03 2002-05-03 Process
GB0210185A GB0210185D0 (en) 2002-05-03 2002-05-03 Process
GBGB0210183.0A GB0210183D0 (en) 2002-05-03 2002-05-03 Process
GB0210185.5 2002-05-03
GB0210183.0 2002-05-03
GB0210184.8 2002-05-03
PCT/GB2003/001949 WO2003093302A2 (en) 2002-05-03 2003-05-02 Process for the synthesis of peptides amides by side-chain attachement to a solid phase

Publications (2)

Publication Number Publication Date
CA2484594A1 CA2484594A1 (en) 2003-11-13
CA2484594C true CA2484594C (en) 2012-06-26

Family

ID=29407323

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2484594A Expired - Fee Related CA2484594C (en) 2002-05-03 2003-05-02 Process for the synthesis of peptides

Country Status (9)

Country Link
US (1) US7691968B2 (de)
EP (1) EP1504022B1 (de)
JP (1) JP2006501150A (de)
AT (1) ATE342273T1 (de)
AU (1) AU2003227907A1 (de)
CA (1) CA2484594C (de)
DE (1) DE60309019T2 (de)
MX (1) MXPA04010910A (de)
WO (1) WO2003093302A2 (de)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7674768B2 (en) * 2004-04-08 2010-03-09 Millennium Pharmaceuticals, Inc. Processes for preparing eptifibatide
ATE451384T1 (de) * 2004-06-14 2009-12-15 Usv Ltd Verfahren zur herstellung von peptiden
US7897724B2 (en) * 2004-10-10 2011-03-01 Usv, Ltd. Solid phase Fmoc chemistry process to prepare peptides
CN101111510B (zh) * 2004-10-19 2011-09-14 隆萨股份公司 树脂上肽环化
CN102225966B (zh) 2004-10-19 2012-12-26 隆萨股份公司 用于固相肽合成的方法
EP2119724A1 (de) * 2005-05-03 2009-11-18 Novetide Ltd. Festphaseverfahren zur Herstellung von Goserelin
CN1858060B (zh) * 2005-05-08 2010-09-29 周达明 固相多肽合成依非巴特的制备方法
NL2000126C2 (nl) * 2005-07-15 2008-01-29 Solvay Werkwijze voor de vervaardiging van eptifibatide.
JP2010505781A (ja) * 2006-10-05 2010-02-25 ロンザ ア−ゲ− ペプチド合成法
US8815807B2 (en) 2008-06-03 2014-08-26 President And Fellows Of Harvard College Peptides and peptide compositions having osteoinductive activity
WO2009150657A1 (en) * 2008-06-09 2009-12-17 Natco Pharma Limited Improved process for preparation of eptifibatide by fmoc solid phase synthesis
EP2976331B1 (de) 2013-03-21 2017-03-01 Sanofi-Aventis Deutschland GmbH Synthese von hydantoinhaltigen peptidprodukten
HUE033371T2 (en) 2013-03-21 2017-11-28 Sanofi Aventis Deutschland Process for the preparation of peptide products containing a ring imide
GB201310921D0 (en) * 2013-06-19 2013-07-31 Chemical & Biopharmaceutical Lab Of Patras S A Peptide-resin conjugate and use thereof
GB201315335D0 (en) 2013-08-29 2013-10-09 Of Singapore Amino diacids containing peptide modifiers
US20180201650A1 (en) * 2014-12-26 2018-07-19 Bgi Shenzhen Conotoxin peptide k-cptx-btl05, preparation method therefor, and uses thereof
CN110498834A (zh) * 2018-05-16 2019-11-26 深圳翰宇药业股份有限公司 一种依替巴肽固相制备的方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4033940A (en) * 1975-11-12 1977-07-05 Armour Pharmaceutical Company Cyclization of peptides
US5795867A (en) * 1989-06-16 1998-08-18 Cor Therapeutics, Inc. Platelet aggregation inhibitors
US5318899A (en) 1989-06-16 1994-06-07 Cor Therapeutics, Inc. Platelet aggregation inhibitors
GB9112825D0 (en) * 1991-06-14 1991-07-31 Ici Plc Process for making peptides
US6008058A (en) * 1993-06-18 1999-12-28 University Of Louisville Cyclic peptide mixtures via side chain or backbone attachment and solid phase synthesis
GB9313330D0 (en) * 1993-06-28 1993-08-11 Fujisawa Pharmaceutical Co New compound and its preparation
WO2000026262A2 (en) 1998-11-05 2000-05-11 Mitokor Functionalized polymeric substrates for binding molecular moieties
US7312358B2 (en) * 2000-10-17 2007-12-25 Laboratoires Serono Sa Pharmaceutically active sulfanilide derivatives

Also Published As

Publication number Publication date
DE60309019T2 (de) 2007-05-16
US7691968B2 (en) 2010-04-06
WO2003093302A2 (en) 2003-11-13
DE60309019D1 (de) 2006-11-23
WO2003093302A3 (en) 2004-01-08
CA2484594A1 (en) 2003-11-13
US20050266520A1 (en) 2005-12-01
ATE342273T1 (de) 2006-11-15
EP1504022A2 (de) 2005-02-09
AU2003227907A8 (en) 2003-11-17
EP1504022B1 (de) 2006-10-11
JP2006501150A (ja) 2006-01-12
AU2003227907A1 (en) 2003-11-17
MXPA04010910A (es) 2005-01-25

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Effective date: 20140502